Liquid composition, process for producing the liquid composition, and ectoparasite controlling agent for use in mammals and avians

ABSTRACT

A liquid composition comprising (a) 21 to 70 parts by weight of a solvent having no nitrogen atom and having a carbonyl or sulfonyl group in the molecule, (b) 30 to 78.9 parts by weight of at least one component selected from the group consisting of a non-cyclic alcohol, an alkylene glycol, a polyalkylene glycol, a triol, a glycol monoacetate and a glycol monoalkyl ether, (c) 0.001 to 30 parts by weight of a physiologically active ingredient, and (d) 0.001 to 49 parts by weight of water.

TECHNICAL FIELD

The present invention relates to a liquid composition in which a dye isexcellent in stability against light and/or heat, to a process forproducing the liquid composition, and to an ectoparasite controllingagent for use in mammals and avian.

BACKGROUND ART OF THE INVENTION

As for the formulations of agricultural chemicals (pharmaceuticalcompositions) or the like, in some cases, dyes are added to theformulations from the viewpoint of easier discrimination offormulations, prevention of misingestion, or the like.

Such dyes are organic colorants, which are generally unstable againstlight or heat.

For the powdered or particulate formulations, a solid substance in theformulation acts as a covering to protect against the light, and thusthere is only a very small possibility of there being a problem in termsof the stability of the dye against light.

However, in the liquid formulations containing no solid, even in thecase of using a light-resistant container, or the like, slightpenetrated light frequently decomposes the dye in many cases. Further,in a case where a liquid formulation containing a dye is kept at a hightemperature over a long period of time, the dye is decomposed by heat insome cases. In addition, in such a case, a liquid composition having anoriginal color tone can not be obtained, and further, a product from thedecomposition of the dye causes adverse effects on the efficacy in somecases.

Relating to the present invention, Patent Document 1 describes aformulation containing a: an agonist or antagonist of the nicotinicacetylcholine receptors for insects, b: water, c: non-cyclic alcohols,d: coloring agents, and the like, in predetermined ratios. However, thisdocument has no description on the selection of a solvent to be used toenhance the stability against light and/or heat of the coloring agent.

Furthermore, Patent Document 2 describes a formulation for percutaneouscontrol of parasitic insects and mites against humans, which has thecomposition as follows: (i) an agonist or antagonist of the nicotinicacetylcholine receptors of the insects at a concentration of 0.0001 to20% by weight, based on the total weight of the formulation; (ii) asolvent in a group of cyclic carbonate esters at a concentration of 2.5to 99.9999% by weight, based on the total weight of the formulation;(iii) in some cases, other solvents in a group of alcohols at aconcentration of 0 to 95% by weight, based on the total weight of theformulation, and (iv) in some cases, other auxiliary agents selectedfrom the group consisting of a thickening agent, a spreading agent, acoloring agent, an anti-oxidant, a swelling agent, a preservative, atackifier, and an emulsifier at a concentration of 0 to 30% by weight,based on the total weight of the formulation.

However, the formulation (composition) as described in this documentcontains no water. Furthermore, this document has a descriptionindicating that a coloring agent may be contained in the formulation,but has no disclosure on a specific example showing that a coloringagent is added to the formulation.

-   [PATENT DOCUMENT 1] Japanese Patent Application Publication No.    2002-503682-   [PATENT DOCUMENT 2] Japanese Patent Application Publication No.    2000-509023

DISCLOSURE OF THE INVENTION Problems to be Solved by the Invention

It is an object of the present invention to provide a liquid compositionin which a dye is excellent in stability against light and/or heat, aprocess for producing the liquid composition, and an ectoparasitecontrolling agent for use in mammals and avians.

Means for Solving the Problems

The inventors of the present invention have studied extensively in orderto solve the above-described problems, and as a result, they have foundthat a dye is stable against light and/or heat in a liquid compositioncontaining (a) a solvent having no nitrogen atom and having a carbonylor sulfonyl group in the molecule, (b) at least one component selectedfrom the group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether, (c) a physiologically active ingredient, and (d) waterat predetermined ratios. In addition, they have found that a compositioncontaining a neonicotinoid-based insecticiclally active ingredient asthe (c) physiologically active ingredient for the liquid composition isuseful for an ectoparasite controlling agent for use in mammals andavians, thereby completing the present invention.

Thus, according to a first aspect of the present invention, thefollowing (1) to (11) liquid compositions are provided.

(1) A liquid composition containing the following components (a) to (d):

(a) 21 to 70 parts by weight of a solvent having no nitrogen atom andhaving a carbonyl or sulfonyl group in the molecule;

(b) 30 to 78.9 parts by weight of at least one component selected fromthe group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether;

(c) 0.001 to 30 parts by weight of a physiologically active ingredient;and

(d) 0.001 to 49 parts by weight of water.

(2) A liquid composition containing the following components (a) to (d):

(a) 50 to 80 parts by weight of a solvent having no nitrogen atom andhaving a carbonyl or sulfonyl group in the molecule;

(b) 20 to 49.9 parts by weight of at least one component selected fromthe group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether;

(c) 0.001 to 30 parts by weight of a physiologically active ingredient;and

(d) 0.001 to 19 parts by weight of water.

(3) The liquid composition as described in (1) or (2), which furthercontains a dye as the component (e).

(4) The liquid composition as described in (1) or (2), which furthercontains 0.001 to 1 part by weight of a dye as the component (e), basedon the total of the composition.

(5) The liquid composition as described in any one of (1) to (4),wherein the solvent having no nitrogen atom and having a carbonyl orsulfonyl group in the molecule is at least one selected from the groupconsisting of lactones, sulfoxides, cyclic ketones, and cyclic carbonateesters.

(6) The liquid composition as described in any one of (1) to (5),wherein the physiologically active ingredient is an agrochemical activeingredient.

(7) The liquid composition as described in (6), wherein the agrochemicalactive ingredient is a neonicotinoid insecticidal active ingredient.

(8) The liquid composition as described in (6), wherein the agrochemicalactive ingredient is at least one selected from the group consisting ofacetamiprid, clothianidin, thiamethoxam, thiacloprid, imidacloprid,dinotefuran, and nitenpyram.

(9) The liquid composition as described in any one of (3) to (8),wherein the dye is at least one selected from the group consisting of anacidic dye, a basic dye, a mordant dye, an acid mordant dye, a directdye, a disperse dye, a sulfur dye, a vat dye, an azoic dye, an oxidationdye, a reactive dye, an oil-soluble dye, a food colorant, a naturalcolorant, and a fluorescent whitening agent.

(10) The liquid composition as described in any one of (3) to (8),wherein the dye is at least one selected from the group consisting of afood colorant, a natural colorant, an Alizarine Green a Quinizarin GreenSS, a Brilliant Green, Methylene Blue, Sun Yellow, and Sudan Yellow GU

(11) The liquid composition as described in (9) or (10), wherein thenatural colorant is at least one selected from the group consisting of acarotenoid-based colorant, a flavonoid-based colorant, a porphyrin-basedcolorant, a Turmeric oleoresin colorant, a monascus yellow colorant, amonascus colorant, a gardenia colorant, a beet red, sodium copperchlorophyllin, a gardenia blue colorant, a spirulina colorant, a plantcharcoal colorant, and a caramel colorant.

According to a second aspect of the present invention, the followingprocesses (12) to (14) for producing the liquid compositions areprovided.

(12) A process for producing a liquid composition, including adding anaqueous solution containing a dye to a solvent having no nitrogen atomand having a carbonyl or sulfonyl group in the molecule, and mixingthem.

(13) A process for producing the liquid composition as described in (3)or (4), including adding an aqueous solution containing a dye to theliquid composition as described in (1), and mixing them.

(14) A process for producing the liquid composition as described in (3)or (4), including adding an aqueous solution containing a dye to theliquid composition as described in (2), and mixing them.

According to a third aspect of the present invention, the ectoparasitecontrolling agent for use in mammals and avians as described in (15)below is provided.

(15) An ectoparasite controlling agent for use in mammals and avians,comprising the liquid composition as described in any one of (7) to(11).

Advantageous Effects of the Invention

The liquid composition of the present invention provides excellent dyestability against light and/or heat.

A uniform color development of the dye can be obtained over a longperiod of time by dissolving a dye that is easily decomposable by lightor heat in the liquid composition of the present invention.

According to the production process of the present invention, a liquidcomposition having the dye uniformly dissolved can be obtained bypreliminarily dissolving a dye in some water, even with the use of a dyehaving a low solubility in an organic solvent.

According to the present invention, a liquid composition for controllingan ectoparasite, which is highly safe for humans and animals, and showsneither phase separation of the liquid nor precipitation of effectivecomponents, can be obtained with the use of a solvent givingsubstantially no skin irritation.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 is a flow chart showing a process for producing the liquidcomposition (C).

FIG. 2 is a flow chart showing another process for producing the liquidcomposition (C).

BEST MODE FOR CARRYING OUT THE INVENTION

Hereinbelow, the present invention will be described in detail in thecategories of 1) a liquid composition, 2) a process for producing theliquid composition, and 3) an ectoparasite controlling agent for use inmammals and avians.

1) Liquid Composition

The liquid composition of the present invention is any one of thefollowing compositions (A) to (D).

Composition (A):

(a) 21 to 70 parts by weight of a solvent having no nitrogen atom andhaving a carbonyl or sulfonyl group in the molecule,

(b) 30 to 78.9 parts by weight of at least one component selected fromthe group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether,

(c) 0.001 to 30 parts by weight of a physiologically active ingredient,and

(d) 0.001 to 49 parts by weight of water.

Composition (B):

(a) 50 to 80 parts by weight of a solvent having no nitrogen atom andhaving a carbonyl or sulfonyl group in the molecule,

(b) 20 to 49.9 parts by weight of at least one component selected fromthe group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether,

(c) 0.001 to 30 parts by weight of a physiologically active ingredient,and

(d) 0.001 to 19 parts by weight of water.

Composition (C):

(a) 21 to 70 parts by weight of a solvent having no nitrogen atom andhaving a carbonyl or sulfonyl group in the molecule,

(b) 30 to 78.9 parts by weight of at least one component selected fromthe group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether,

(c) 0.001 to 30 parts by weight of a physiologically active ingredient,

(d) 0.001 to 49 parts by weight of water, and

(e) a dye.

Composition (D):

(a) 50 to 80 parts by weight of a solvent having no nitrogen atom andhaving a carbonyl or sulfonyl group in the molecule,

(b) 20 to 49.9 parts by weight of at least one component selected fromthe group consisting of a non-cyclic alcohol, an alkylene glycol, apolyalkylene glycol, a triol, a glycol monoacetate and a glycolmonoalkyl ether,

(c) 0.001 to 30 parts by weight of a physiologically active ingredient,

(d) 0.001 to 19 parts by weight of water, and

(e) a dye.

(a) Solvent having no nitrogen atom and having a carbonyl or sulfonylgroup in the molecule

The liquid composition of the present invention contains a solventhaving no nitrogen atom and having a carbonyl or sulfonyl group in themolecule (which may be hereinafter referred to as the “component (a)”)as the component (a).

The solvent having no nitrogen atom and having a carbonyl or sulfonylgroup in the molecule, as used in the present invention, is notparticularly limited, as long as it contains no nitrogen atom in themolecule, and has a carbonyl or sulfonyl group.

Preferable specific examples thereof include at least one selected fromthe group consisting of lactones, sulfoxides, cyclic ketones, and cycliccarbonate esters.

The lactones are not particularly limited, but they may be any one ofγ-lactone, δ-lactone, ε-lactone, macrocyclic lactone, and the like.

Specific examples of the lactone compound include β-butyrolactone,β-propiolactone, γ-butyrolactone, γ-valerolactone, δ-valerolactone, andε-dodecalactone.

Examples of the sulfoxides include dimethyl sulfoxide, diethylsulfoxide, methylethyl sulfoxide, dipropyl sulfoxide, diphenylsulfoxide, and methylphenyl sulfoxide.

Examples of the cyclic ketones include cyclopentanone,methylcyclopentanone, cyclohexanone, methylcyclohexanone,cycloheptanone, 4,4-dimethoxy-2-butanone, (3,4-dimethoxyphenyl) acetone,2-(1-cyclohexenyl)cyclohexanone, 4-hydroxy-2-butanone, isophorone,cyclooctanone, and cyclohexanonedimethylacetal.

Examples of cyclic carbonate esters include ethylene carbonate,propylene carbonate, and butylene carbonate.

The content of the component (a) is 21 to 70 parts by weight, based on100 parts by weight of the composition (A) or composition (C), or 50 to80 parts by weight, based on 100 parts by weight of the composition (B)or composition (D). By using the component (a) in this range, a liquidcomposition in which a dye is excellent in stability against lightand/or heat can be obtained.

(b) At least one component selected from the group consisting of anon-cyclic alcohol, an alkylene glycol, a polyalkylene glycol, a triol,a glycol monoacetate and a glycol monoalkyl ether

The liquid composition of the present invention may contain at least onecomponent selected from the group consisting of a non-cyclic alcohol, analkylene glycol, a polyalkylene glycol, a triol, a glycol monoacetateand a glycol monoalkyl ether (which may be hereinafter referred to asthe “component (b)”) as the component (b).

Examples of the non-cyclic alcohol as used in the present inventioninclude aliphatic alkanols having 1 to 20 carbon atoms, which may havesubstituents. Examples thereof include ethyl alcohol, propyl alcohol,isopropyl alcohol, butyl alcohol, isobutyl alcohol, t-butyl alcohol,pentyl alcohol, isoamyl alcohol, hexyl alcohol, heptyl alcohol, octylalcohol, nonyl alcohol, 2-ethyl-1-hexanol, decyl alcohol, tridecylalcohol, 2-octyl-1-dodecanol, tetrahydrofurfuryl alcohol,3-methoxy-1-butanol, cyclohexanol, 3-methyl-3-methoxy-1-butanol,furfuryl alcohol, 3,5-dimethyl-1-hexyn-3-ol, 2-phenoxyethanol, andglycidol.

Examples of the alkylene glycol include ethylene glycol, diethyleneglycol, triethylene glycol, propylene glycol, dipropylene glycol,3-butylene glycol, butyl diglycol, hexylene glycol, isopropylene glycol,1,3-butanediol, 1,5-pentanediol, ethylenetriglycol, 1,4-butanediol,2-methyl-1,5-pentanediol, 2-methyl-2,4-pentanediol, octanediol, ethylenediglycol, and butyl diglycol.

Examples of the polyalkylene glycol include polyethylene glycol,polypropylene glycol, and polybutylene glycol.

Examples of the triol include 1,2,6-hexanetriol and glycerin.

Examples of the glycol monoacetate include ethylene glycol monoacetate,diethylene glycol monoethyl ether acetate, and3-methyl-3-methoxy-1-butylacetate.

Examples of the glycol monoalkyl ether include ethylene glycolmonomethyl ether, ethylene glycol monoethyl ether, ethylene glycolisopropyl ether, ethylene glycol monobutyl ether, ethylene glycolisoamyl ether, ethylene glycol monophenyl ether, ethylene glycol benzylether, ethylene glycol monohexyl ether, diethylene glycol monomethylether, diethylene glycol monoethyl ether, diethylene glycol monobutylether, diethylene glycol methylethyl ether, triethylene glycolmonomethyl ether, propylene glycol monomethyl ether, propylene glycolmonoethyl ether, propylene glycol monobutyl ether, dipropylene glycolmonomethyl ether, and dipropylene glycol monoethyl ether.

These may be used alone or in combination of two or more kinds thereof.

The content of the component (b) is 30 to 78.9 parts by weight, based on100 parts by weight of the composition (A) or composition (C), or 20 to49.9 parts by weight, based on 100 parts by weight of the composition(B) or composition (D). By using the component (b) in this range, aliquid composition in which a dye is excellent in stability againstlight and/or heat can be obtained.

(c) Physiologically Active Ingredient

The liquid composition of the present invention contains aphysiologically active ingredient (which may be hereinafter referred toas “component (c)”) as the component (c).

The physiologically active ingredient as used in the present inventionis not particularly limited. Examples thereof include an agrochemicalactive ingredient, and a pharmaceutically active ingredient, and amongthem, preferred is the agrochemical active ingredient. Thephysiologically active ingredients may be used alone or in combinationof two or more kinds thereof.

As the agrochemical active ingredient, a sterilizer, an insecticide, anacaricide, a plant growth regulator, a herbicide, a rodenticide, ananti-microbial agent, an anti-fungal agent, an anti-algae agent, and thelike, as described below, can be exemplified.

Examples of the sterilizer include CNA, DPC, EDDP, IBP, PCNB, TPN,agrobacterium, isoprothiolane, ipconazole, iprodione, iminoctadinealbesilate, iminoctadine acetate, imibenconazole, echlomezole, oxadixyl,oxycarboxin, oxytetracycline, oxine copper, oxolinic acid, kasugamycin,carbendazol, quinoxaline, captan, chloroneb, diethofencarb, diclomezine,dithianon, zineb, difenoconazole, cyproconazole, dimethirimol, ziram,streptomycin, sulfenic acids (dichlofluanide), dazomet, thiadiazine,thiabendazole, thiophanate methyl, triazine, tecloftalam, tebuconazole,copper terephthalate, tiadimefon, triazine, trichlamide, tricyclazole,triforine, tolclofos methyl, copper nonylphenol sulfonate, validamycin,bitertanol, hydroxyisoxazole, pyrazophos, pyrifenox, pyroquilon,vinclozolin, fenarimol, ferimzone, phthalide, blasticidin, fluazinam,fluoroimide, flusulfamide, flutolanil, prochloraz, procymidone,propamocarb hydrochloride, propiconazole, propineb, probenazole,hexaconazole, pefurazoate, pencycuron, benthiazole, fosetyl, polyoxin,polycarbamate, myclobutanil, mildiomycin, methasulfocarb, metalaxyl,mepanipyrim, mepronil, and probenazol copper sulfate.

Examples of the insecticide include BPMC, BPPS, BRP, CPCBS, CVMP, CVP,CYAP, DCIP, DEP, ECP, EPN, ESP, MIPC, MPMC, MPP, MTMC, PAP, PHC, PMP,XMC, acrinathrin, acetamiprid, acephate, amitraz, alanycarb, allethrin,isoxathion, isofenphos, imidacloprid, ethiofencarb, ethion,ethylthiometon, etofenprox, ethoprophos MC, etrimfos, oxamyl, sodiumoleate, cartap, carbosulfan, quinalphos, clofentezine, chlorpyrifos,chlorpyrifosmethyl, chlorfluazuron, chlorobenzilate, kerosene,salithion, dienochlor, cycloprothrin, cyhalothrin, cyfluthrin,diflubenzuron, cypermethrin, dimethylvinphos, dimethoate, cyromazine,sulprofos, diazinon, thiodicarb, thiometon, tetradifon, tebufenpyrad,tefluthrin, teflubenzuron, tralomethrin, nitenpyram, vamidothion,halfenprox, bifenthrin, pyraclofos, pyridaphenthion, pyridaben,pirimicarb, pyrimidifen, pirimiphos methyl, fipronil, phenisobromolate,fenoxycarb, fenothiocarb, fenvalerate, fenpyroximate, fenpropathrin,buprofezin, furathiocarb, flucythrinate, prothiofos, propaphos,profenofos, hexathiazox, permethrin, bensultap, benzoepin, benzomate,bendiocarb, benfuracarb, phosalone, fosthiazate, a polynactinscomposite, polybutene, formothion, malathon, mesulfenfos, methomyl,metaldehyde, monocrotophos, resmethrin, levamisole hydrochloride,fenbutatin oxide, and morantel tartrate.

Examples of the herbicide include 2,4-PA, ACN, CNP, DAP, DBN, DCBN,DCMU, DCPA, DPA, DSMA, IPC, MBPMC, MCC, MCP, MCPB, MCPP, MDBA, PAC, SAP,TCA, TCTP, ioxynil, asulam, atrazine, amiprofos methyl, ametryn,alachlor, alloxydim, isouron, isoxaben, imazapyr, imazosulfuron,esprocarb, ethidimuron, oxadiazon, orthobencarb, karbutilate, quizalofopethyl, quinchlorac, glyphosate, chlomethoxynil, clomeprop,chlorphthalim, cyanazine, sodium cyanate, diquat, dithiopyr, siduron,cinosulfuron, diphenamid, simazine, dimethametryn, simetryn,dimepiperate, terbacil, daimuron, thiazafluron, thifensulfuron methyl,tetrapion, thenylchlor, tebuthiuron, triclopyr, trifluralin,naproanilide, napropamide, paraquat, bialaphos, picloram, bifenox,piperophos, pyrazoxyfen, pyrazosulfuron ethyl, pyrazolate, pyributicarb,fenoxaprop ethyl, phenothiol, phenmedipham, butachlor, butamifos,flazasulfuron, finazifop, pretilachlor, prodiamine, propyzamide,bromacil, prometryn, bromobutide, hexazinone, bethrogine, bensulfuronmethyl, benzofenap, bentazone, benthiocarb, pendimethalin, fosamineammonium, methyl daimuron, metsulfuron methyl, metolachlor, metribuzin,mefenacet, molinate, linuron, and lenacil.

Examples of the rodenticide include coumarins, chlorophacinone, thalliumsulfate, sodium monofluoroacetate, and zinc phosphide.

Examples of the anti-microbial agent, the anti-fungal agent, and theanti-algae agent include trialkyltriamine, ethanol, isopropyl alcohol,propyl alcohol, trisnitro, chlorobutanol, pronopol, glutaraldehyde,formaldehyde, α-bromcinnamaldehyde, Skane M-8, caisson CG; NS-500W, BIT,n-butyl BIT, allyl isothiocyanate, thiobendazole, methyl2-benzimidazolyl carbamate, lauricidine, biovan, triclocarban,halocarban, glasisicar, benzoic acid, sorbic acid, caprylic acid,propionic acid, 10-undecylenic acid, potassium sorbate, potassiumpropionate, potassium benzoate, monomagnesium phthalate, zincundecylenate, 8-hydroxyquinoline, copper quinoline, TMTD, triclosan,dichlohelanilide, tolyfluanid, milt protein, egg white lysozyme,benthiazole, sodium carbam, triazine, tebuconazole, hinokithiol,tetrachloroisophthalonitrile, tectamer 38, chlorhexidine gluconate,chlorhexidine hydrochloride, polyhexamethylene biguanide, polybiguanidehydrochloride, danthoprom, clidant, sodium pyrithion, zinc pyrithion,densil, kappa-pyrithion, thymol, isopropyl methyl phenol, OPP, phenol,butyl paraben, ethyl paraben, methyl paraben, propyl paraben,metacresol, orthocresol, paracresol, sodium orthophenyl phenol,chlorofen, parachlorophenol, parachloro methaxylate, parachlorocresol,fluorfolpet, polylysine, biopan P-1487, Jote methylparatolylsulfone,polyvinylpyrrolidone parachloroisocyanel, hydrogen peroxide, stabilizedchlorine dioxide, peracetic acid, copper naphthenate, novalon AG 300,silver chloride, titanium oxide, silver, zinc-calcium phosphate, SilverAce, silver-zinc aluminosilicate, silver-zinc zeolite, novalon AGZ330,phorone killer, Dimer 136, didecyl dimethyl ammonium chloride, Bardac2250/80, benzotonium chloride, cetylammonium bromide, Cetrimide, CTAB,Cetavlon, Dimer 38, benzalkonium chloride, Hyamine 3500J, BARDAC 170P,DC-5700, cetylpyridinium chloride, chitosan, deuron, DCMU, prepentol A6,CMI, 2Cl-OIT, BCM, ZPT, BNP, OIT, IPBC, and TCMSP.

Examples of the plant growth regulator include abscisic acid,inabenfide, indole butyric acid, uniconazole, ethychlozate, ethephon,oxyethylene docosanol, oxine sulfate, calcium chloride, calcium sulfate,calcium peroxide, quinoxaline, DEP, cloxyfonac, chlormate, chlorellaextracts, choline chloride, cyanamide, dichlorprop, gibberellin,daminozide, decyl alcohol, trinexapac ethyl, paclobutrazole, paraffin,piperonyl butoxide, pyraflufen ethyl, flurprimidol, prohydrojasmon,prohexadione calcium, benzylaminopurine, pendimethalin, benfuracarb,inabenfide, forchlorfenuron, potassium maleic hydrazide, mepiquatchloride, 1-naphthylacetamide, 4-CPA, MCPA thioethyl, and MCPB.

Among them, in the present invention, as the physiologically activeingredient, more preferred is a neonicotinoid agrochemical activeingredient, and particularly preferred is at least one selected from thegroup consisting of acetamiprid, clothianidin, thiamethoxam,thiacloprid, imidacloprid, dinotefuran, and nitenpyram.

The content of the component (c) can be suitably selected according tothe kinds of the physiologically active ingredient to be used, and theapplications of the liquid composition, but it is usually 0.001 to 30parts by weight, preferably 1 to 20 parts by weight, based on 100 partsby weight of the compositions (A) to (D).

(d) Water

The liquid composition of the present invention contains water as thecomponent (d).

As water to be used, one having a low content of impurities ispreferred. For example, well water, service water, tap water, distilledwater, ion-exchange water, or the like can be used.

The content of water is 0.001 to 49 parts by weight, based on 100 partsby weight of the composition (A) or composition (C), or 0.001 to 19parts by weight, based on 100 parts by weight of the composition (B) orcomposition (D). Within this range, by using water as the component (d),a liquid composition in which a dye is excellent in stability againstlight and/or heat can be obtained.

(e) Dye

The compositions (C) and (D) contain a dye (which may be hereinafterreferred to as “component (e)”) as the component (e).

Among colorants, the dye to be used for the present invention refers toa substance having an affinity for materials such as fibers, capable ofbeing dissolved in water or an organic solvent, and exhibiting a dyeingability by being selectively absorbed from the solvent.

Furthermore, the colorant refers to a color substance that selectivelyabsorbs visible light and develops its inherent color.

The dye that is used in the liquid composition of the present inventionis not particularly limited. Examples thereof include an acidic dye, abasic dye, a mordant dye, an acid mordant dye, a direct dye, a dispersedye, a sulfur dye, a vat dye, an azoic dye, an oxidation dye, a reactivedye, an oil-soluble dye, a food colorant, a natural colorant, and afluorescent whitening agent. Theses dyes may be used alone or incombination of two or more kinds thereof.

The acidic dye is a water-soluble dye having an acidic hydrophilic groupsuch as a sulfonic acid group and a carboxylic group. Representativeexamples thereof include Acid Orange 7 (Orange II), Methyl Red and thelike.

The basic dye is a dye that forms a salt with cations containing a basicgroup such as an amino group, a substituted amino group, and anitrogen-containing heterocyclic group, and colorless anions.Representative examples thereof include Crystal Violet, Bismarck BrownG, Basic Blue 9 (Methylene Blue), and the like.

The mordant dye is a dye which dyes by preliminarily treating fiberswith a water-soluble metal salt (mordant agent) to make a metal oxide byheat hydrolysis, and then dyeing to generate an insoluble metal complexsalt compound on the fibers. Representative examples thereof includeAlizarin, Mordant Red 11, and the like.

The acid mordant dye is a dye having properties of both the acidic dyeand the mordant dye. Representative examples thereof include EriochromeBlack T, Mordant Black 3, and the like.

The direct dye is a water-soluble dye that can dye directly cellulosefibers such as cotton and rayon. Representative examples thereof includeCongo Red and Direct Red 2, and the like.

The disperse dye is a dye for dyeing hydrophobic fibers in a dispersedye-bath with a water-insoluble dye. Representative examples thereofinclude Disperse Red 73, Disperse Orange 3, Disperse Red 17, DisperseViolet 1, and the like.

The sulfur dye is a sulfur-containing dye that is produced by melting(vulcanizing) a relatively simple aromatic compound such as aminophenol,indophenol, and nitrophenol, with sodium sulfide or sulfur.Representative examples thereof include Sulfur Black B, and the like.

The vat dye is a dye originally insoluble in water. With this dye, thereis employed a dyeing process including making the dye water soluble (analkali salt of a leuco compound) by reducing it in the presence ofalkali followed by bringing it into contact with air for oxidation, andthereby regenerating the original dye on the fiber. Representativeexamples thereof include Vat Red 1, Vat Blue 1 (Indigo), and the like.

The azoic dye is different from the ready-made dyes, and intended toaccomplish dyeing by reacting 2 water-soluble components (a diazocomponent and a coupling component) on the cellulose fibers to make it awater-insoluble azo dye. Representative examples of the grounding agentinclude Naphthol AS, and further, representative examples of the colordeveloper include Fast Blue B Base.

The oxidation dye is a dye intended to accomplish a dyeing process forgenerating an insoluble dye by oxidation of an aromatic amine, adiamine, or aminophenols on the fibers. Representative examples thereofinclude Aniline Black and the like obtained by oxidation of an aniline.

The reactive dye is also referred to as a dye with reactivity, and isintended to carry out dyeing by forming covalent bonds with the fibers.Representative examples thereof include Reactive Red 24 and the like.

The oil-soluble dye is also referred to as a dye with oil-solubility,and is a dye that has no water-solubility and is soluble in many organicsolvents such as mineral oils, essential oils, and fat and oils.Representative examples thereof include Solvent Red 24 and the like.

The fluorescent whitening agent exhibits fluorescence in a range of bluethrough violet colors, and complements the pale yellow color inherent inthe fibers, thus to be seen as pure white. Representative examplesthereof include Blankophor B and the like.

Among them, in the liquid composition of the present invention, at leastone dyes selected from the group consisting of a food colorant, anatural colorant, Alizarine Green Quinizarin Green SS, Brilliant Green,Methylene Blue, Sun Yellow, and Sudan Yellow GG are more preferable.These dyes are highly safe and have a low possibility of causingenvironmental pollution.

The food colorant is a dye that can be used as a food additive.Representative examples thereof include Food Red No. 2 (Amaranth), FoodRed No. 3 (Erythrosine), Food Red No. 102 (New Coccine), Food Red No.104 (Phloxine), Food Red No. 105 (Rose Bengal), Food Red No. 106 (AcidRed), Food Yellow No. 4 (Tartrazine), Food Yellow No. 5 (Sunset YellowFCF), Food Green No. 3 (Fast Green FCF), Food Blue No. 1 (Brilliant BlueFCF), Food Blue No. 2 (Indigo Carmine), and Food Red No. 40 (Allura RedAC).

The natural colorant is a dye extracted from naturally occurringproducts, which have been traditionally used as foods. Preferableexamples of the natural colorant include at least one selected from thegroup consisting of a carotenoid-based colorant, a flavonoid-basedcolorant, a porphyrin-based colorant, a Turmeric oleoresin colorant, amonascus yellow colorant, a monascus colorant, a gardenia colorant, beetred, sodium copper chlorophyllin, a gardenia blue colorant, a spirulinacolorant, a plant charcoal colorant, and a caramel colorant.

More specific examples of these natural colorants include acarotenoid-based natural colorant such as a gardenia yellow colorant(crocin, crocetin), an annatto colorant (bixin, norbixin), a paprikaextract colorant (capsanthin), a carrot colorant (β-carotene), a tomatocolorant (lycopene), a marigold colorant (carotenoid, flavonoid),β-apo-8-carotenal, canthaxanthin, and a hot pepper colorant; aflavonoid-based natural colorant such as an onion colorant, a cyanatcolorant, a pecan nut colorant, and a chicory colorant; a chalcone-basednatural colorant such as a safflower yellow colorant (safflomin), and asafflower red colorant (cartamin); an anthocyanin-based natural colorantsuch as a perilla colorant (shisonin, malonylshisonin), a red cabbagecolorant (cyanidin acylglycoside), a red radish colorant (pelargonidinacylglycoside), a purple sweet potato colorant (cyanidin acylglucoside,peonidin acylglucoside), a purple corn colorant, a grape fruit skincolorant (enocyanin), an elderberry colorant (cyanidin glycoside,delphinidin glycoside), a grape fruit juice colorant, a blueberrycolorant, and a hibiscus colorant; a flavon-based natural colorant suchas a cocoa colorant, a persimmon colorant (flavonoid), a tamarindcolorant, and a kaoliang colorant (apigeninidin, luteolinidin); aflavonol-based natural colorant such as a carob colorant, and aglycyrrhiza extract colorant; a porphyrin-based natural colorant such aschlorophyll; an anthraquinone-based natural colorant such as a cotinylcolorant (carmic acid), a lac colorant (laccaic acids), and a maddercolorant (alizarin, ruberythric acid);

a Turmeric oleoresin colorant (curcumin), a monascus yellow colorant(xanthomonasins), a monascus colorant (monascorubrin, ankaflavin), agardenia colorant, beet red (betain-based betanin, isobetanin), sodiumcopper chlorophyllin, a gardenia blue colorant, a spirulina colorant(phycocyanin), a plant charcoal colorant, and a caramel colorant, andthe like.

The amount of the component (e) to be blended is not particularlylimited, and is suitably selected according to the applications of theliquid composition and the purposes of the incorporation of a dye, butit is preferably 0.001 to 1 part by weight, more preferably 0.005 to 0.5parts by weight, based on 100 parts by weight of the composition (C) or(D).

(f) Other Additives

The liquid composition of the present invention may contain otheradditives as the component (f) if necessary, without departing from thespirit of the present invention. Examples of the other additives includea surfactant, a solvent having a nitrogen atom in the molecule, abinder, and a thickening agent.

Examples of the surfactants include a nonionic surfactant, an anionicsurfactant, a cationic surfactant, and an amphoteric surfactant, and thelike.

Examples of the nonionic surfactants include polyoxyalkylene nonionicsurfactants such as polyoxyalkylene alkyl ethers, polyoxyalkylene alkylphenyl ethers, polyoxyalkylene styryl phenyl ethers, polyoxyalkylenealkyl esters, polyoxyalkylene sorbitan fatty acid esters,polyoxyalkylene castor oil ethers, polyoxyethylene polyoxypropyleneblock polymers, and polyoxyalkylene alkylamines, but are not limitedthereto. Also, the polyoxyalkylene refers to polyoxyethylene,polyoxypropylene, or a polyoxyethylene polyoxypropylene block polymer,and a mixture thereof.

Examples of the anionic surfactants include an alkali metal salt, analkaline earth metal salt, or an ammonium salt of a higher fatty acid(C10 to 22), for example, a metal salt of a mixture of natural fattyacids obtained from a coconut oil or an animal oil, or in particular,esters of an aliphatic sulfonic acid, an aliphatic sulfuric acid, analiphatic sulfosuccinic acid, an alkylaryl sulfonic acid, or analkylarylsulfuric acid, and the like. The esters of the sulfonic acid,the sulfuric acid, or the sulfosuccinic acid are usually provided in theform of an alkali metal salt, an alkaline earth metal salt, an aminesalt, or an ammonium salt. Further, they usually contain alkyl groupshaving 8 to 22 carbon atoms, and include for example, an alkyl sulfuricacid ester, a mixture of aliphatic alcohol sulfuric acid ester obtainedfrom natural fatty acids, or sodium, potassium, calcium, or magnesiumsalts of a dialkyl sulfosuccinic acid ester. Examples of the alkylarylsulfonic acid esters include dodecylbenzene sulfonic acid, naphthalenesulfonic acid, and a condensed product thereof with a formaldehyde, or asodium, calcium, ammonium, or triethanolamine salt of a tristyrylphenolsulfuric acid ester. Examples thereof include suitable phosphates, forexample, an alkylphenol containing 4 to 14 moles of ethylene oxide, anda sodium, calcium, ammonium, or triethanolamine salt of a phosphoricacid ester of a tristyrylphenol adduct

Examples of the cationic surfactants include amino acid-based cationicsurfactants such as an aliphatic amine, and a quaternary ammonium saltthereof, a fatty acid amide amine salt, an alkyltrialkylene glycolammonium salt, an acylguanidine derivative, and a lower alkyl ester saltof a mono-N-long chained acyl alkali amino acid, a alkylbenzalkoniumsalt, an alkylpyridinium salt, and an imidazolinium salt.

These surfactants may be used alone or in combination of two or morekinds thereof.

Examples of the solvent having a nitrogen atom in the molecule include:

amide-based solvents such as N-methyl-2-pyrrolidone, formamide,N,N-dimethylformamide, and N,N-dimethylacetamide;

amine-based solvents such as 3-ethoxypropylamine, 3-methoxypropylamine,N,N-diethylethanolamine, N,N-dimethylethanolamine, n-hexylamine,N-methyl-3,3-iminobis(isopropylamine), ethanolamine, ethylamine,N-methyldiethanolamine, sec-butylamine, diethylamine, cyclohexylamine,phenethylamine, propylamine, benzylamine, n-butylamine,diisopropylamine, triethylamine, di-n-butylamine, tri-n-butylamine,dicyclohexylamine, dibenzylamine, tri-n-octylamine, diallylamine,triallylamine, t-butylamine, di-2-ethylhexylamine, 2-ethylhexylamine,3-(2-ethylhexyloxy)propylamine, allylamine, isopropanolamine,N,N-dibutylethanolamine, N-(2-aminoethyl)ethanolamine, andN,N-diisopropylethylamine;

diamine-based solvents such as ethylenediamine, 1,2-diaminopropane,1,3-diaminopropane, 1,4-diaminobutane, 3-(diethylamino)propylamine,3-(dimethylamino)propylamine, 3-(methylamino)propylamine,3,3-iminobis(propylamine), tetramethyl-1,3-diaminopropane,N,N,N,N,-tetramethyl-1,6-hexamethylenediamine,3-(dibutylamino)propylamine, N-methylethanolamine,2-hydroxyethylaminopropylamine, and tetramethylethylenediamine;

cyclic amine-based solvents such as pyridine methanol, 2-cyanopyrazine,2-vinylpyridine, 2-methylpyrazine, 3-aldehydepyridine,N-(3-aminopropyl)morpholine, N-methylpiperazine, acryloylmorpholine,quinoline, piperazine, pyridine, pyrrolidine, 2,5-dimethylpyrszine,bisaminopropylpiperazine, quinaldine, morpholine, N-methylpiperazine,1-amino-4-methylpiperazine, 2-chloropyridine, 2-pipecoline,4-pipecoline, 3-pipecoline, (hydroxyethyl)piperazine,1-(2-aminoethyl)piperazine, polyvinylpyrrolidone, and ethyleneimine;

amino acryl-based solvents such as N,N-dimethylacrylamide, acrylic aciddimethylaminoethyl ester, ethyl-3-dimethylaminoacrylate, anddimethylaminoethyl methacrylate;

nitrile-based solvents such as acrylonitrile, acetonitrile,3,3-dimethoxypropionitrile, 3,3-iminodipropionitrile, acetonecyanhydrine, ethylene cyanhydrine, benzonitrile, and propionitrile;

hydrazine-based solvents such as dimethyl hydrazine and monomethylhydrazine;

nitro compound-based solvents such as nitromethane, 2-nitropropane,nitrotoluene, and 1-nitropropane, nitroethane;

aniline-based solvents such as α-picoline, β-picoline, γ-picoline,aniline, N,N-diethylaniline, o-nitroanisole, toluidine, anisidine,2-propylpyridine, 2,4,6-collidine, N,N-dimethylaniline, N-ethylaniline,xylidine, N,N-diglycidylaniline, N,N-diglycidyl o-toluidine, benzylethyl aniline, 2,4,6-tris(dimethylaminomethyl)phenol,m-aminobenzotrifluoride, p-phenetidine, m-xylenediamine, and mesidine;and

other nitrogen-containing compound solvents such astriallylisocyanurate, o-tolidine diisocyanate, diallyl dimethyl ammoniumchloride, ammonium thioglycolate, tolylene diisocyanate, hexamethylenediisocyanate, and methylethyl ketone oxime

These solvents may be used alone or in combination of two or more kindsthereof.

Examples of the binders are not particularly limited, but includestarch, dextrin, cellulose, methylcellulose, ethylcellulose,carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose,carboxymethyl starch, pullulan, sodium alginate, ammonium alginate, apropylene alginate glycol ester, guar gum, locust bean gum bin, gumarabic, xanthan gum, gelatine, casein, polyvinylalcohol, polyethyleneoxide, polyethylene glycol, ethylene/propylene block polymers, sodiumpolyacrylate, polyvinylpyrrolidone, and carrageenan.

Theses binders may be used alone or in combination of two or more kindsthereof.

Examples of the thickening agents include hydroxyalkyl cellulose,carboxymethyl cellulose, and cellulose derivatives of their metal saltsor the like, polyvinylalcohol derivatives, polyvinylpyrrolidone, naturalgums, and bentonite.

Furthermore, the liquid composition of the present invention may containa solid or liquid auxiliary agent such as a stabilizer, for example,vegetable oils which may be epoxylated or not (for example, epoxylatedcoconut oil, rapeseed oil, or soybean oil), a defoamer (for example,silicone oil), a viscosity adjuster, a binder and/or an adhesive, andother effective components, for example, a bactericide, a fungicide, ananti-bacterial agent, or an acaricide.

The liquid composition of the present invention may be used as it is, ormay also be used with various types of formulations with powders,granulates, tablets, hydrates, granular hydrates, capsules, liquids,emulsions, suspensions, emulsified suspensions, hydrated suspensions,oily suspensions, or the like, together with a suitable auxiliary agent.Further, in addition to the above-described types of the formulations,any of the formulations that are usually in use in the art areavailable, within the range giving no adverse effect on the purpose ofthe present invention.

The liquid composition of the present invention containing anagrochemical active ingredient as the component (c) is used as it is, orafter being diluted with water or the like, then used on seeds, plants,water surfaces, or soil. Furthermore, it can be used in combination withother sterilizers, insecticides, herbicides, spreading agents,fertilizers, soil modifiers, or the like.

Particularly, in a case where the liquid composition of the presentinvention contains an insecticidally active ingredient, preferably aneonicotinoid-based, insecticidally active ingredient, as the component(c), it is useful as an ectoparasite controlling agent for use inmammals and avians, as described below.

Furthermore, the liquid composition of the present invention can be usedas a soil pest controlling agent, a termite controlling agent, an agentfor clothes, a pest controlling agent, a wood pest controlling agent, abait, an ectoparasite controlling agent in animals, a hygiene pestcontrolling agent, a domestic pest blocking agent, an ink-jet printerink, a dye, a ship bottom paint, an anti-algae agent for fishing nets,anti-mold agents for wood, or the like, in addition to the agriculturalapplications.

2) Process for Producing the Liquid Composition

In the liquid composition of the present invention, the compositions (A)and (B) can be obtained by mixing and uniformly dissolving the component(a), the component (b), the component (c), and water (d), and ifdesired, a surfactant (f) (which may be hereinafter referred to as the“component (f)”), at predetermined ratios.

The method for uniformly dissolving the component (a), the component(b), the component (c), and water (d), and if desired, the component (f)is not particularly limited. For example, methods using a stirring bathequipped with a stirrer in a bath, a jet mixer, a static mixer, or avalve homogenizer, an ultrasonic homogenizer, an extruder, may beexemplified.

The compositions (C) and (D) can be obtained, for example, by mixing anduniformly dissolving the component (a), the component (b), the component(c), and water (d), and if desired, the component (f) and the dye (e) atpredetermined ratios, as shown in FIG. 1. As the method for uniformlydissolving the component (a), the component (b), the component (c), andwater (d), if desired, the component (f) and the dye (e), the samemethods as for formulation of the compositions (A) and (B) may beexemplified.

Furthermore, in this case, as shown in FIG. 2, in a case where the dyeto be used is only slightly soluble or not soluble in an organicsolvent, a liquid composition in which a dye is uniformly dissolved anddevelops its color can be obtained by preparing an aqueous solution of adye preliminarily obtained by dissolving the dye in water, and addingthe solution to an organic solvent. Furthermore, in the presentinvention, the aqueous solution of the dye may be added to the organicsolvent, or the organic solvent may be added to the aqueous solution ofthe dye. Also, the physiologically active ingredient or any componentmay be added at any point of time.

3) Ectoparasite Controlling Agent for Use in Mammals and Avians

The ectoparasite controlling agent for use in mammals and avians of thepresent invention comprises the liquid composition of the presentinvention which contains an active ingredient, preferably aneonicotinoid-based, insecticidally active ingredient, as the component(c).

Examples of the mammals and avians for which the ectoparasitecontrolling agent for use in mammals and avians of the present inventionis intended include pet animals such as dogs, cats, mice, rats,hamsters, guinea pigs, squirrels, rabbits, ferrets, and avians (such aspigeons, parrots, hill mynas, Java sparrows, true parrots, societyfinches, and canaries); domestic animals such as cows, horses, pigs,sheep, and goats; and poultry such as ducks, chickens, and geese.

Examples of the ectoparasite include fleas, mites, sucking lices, flies,horse flies, biting midges, and biting lices that are harmful to mammalsand avians. Among them, the ectoparasite controlling agent for use inmammals and avians of the present invention is useful as a controllingagent for animal parasitic mites, or fleas.

Examples of the animal parasitic mites include ticks such as Boophilusmicroplus, Rhipicephalus sanguineus, Haemaphysalis longicornis,Haemaphysalis flava, Haemaphysalis campanulata, Haemaphysalis concinna,Haemaphysalis japonica, Haemaphysalis kitaokai, Haemaphysalis ias,Ixodes ovatus, Ixodes nipponensis, Ixodes persulcatus, Haemaphysalismegaspinosa, Dermacentor reticulatus, and Dermacentortaiwanesis;

northern fowl mites such as Dermanyssus gallinae, Ornithonyssussylviarum, and Ornithonyssus bursa;

trombidioids such as Eutrombicula wichmanni, Leptotrombidium akamushi,Leptotrombidium pallidum, Leptotrombidium fuji, Leptotrombidium tosa,Neotrombicula autumnalis, Eutrombicula alfreddugesi, and Heleniculamiyagawai;

cheyletids such as Cheyletiella yasguri, Cheyletiella parasitivorax, andCheyletiella blakei;

sarcoptic mange mites such as Psoroptes cuniculi, Chorioptes bovis,Otodectes cynotis, Sarcoptes scabiei, and Notoedres cati; and

demodex mites such as Demodex canis.

Examples of the fleas include externally parasitic wingless insectsbelonging to Siphonaptera, more specifically, fleas belonging toPulicidae, Ceratephyllus, etc.

Examples of the fleas belonging to Pulicidae include Ctenocephalidescanis, Ctenocephalides felis, Pulex irritans, Echidnophaga gallinacea,Xenopsylla cheopis, Leptopsylla segnis, Nosopsyllus fasciatus, andMonopsyllus anisus.

Administration of the composition of the present invention to mammalsand avians is carried out orally or parenterally.

Examples of the method of oral administration include methods ofadministering a tablet, a liquid agent, a capsule, a wafer, a biscuit, aminced meat or other feeds, and other methods.

Examples of the parenteral administration method include a methodwherein the liquid composition of the present invention is formulatedinto a suitable formulation and then taken into the body by e.g.intravenous administration, intramuscular administration, intradermaladministration, hypodermic administration, etc.; a method wherein it isadministered on the body surface by spot-on treatment, pour-on treatmentor spray treatment; or a method of embedding a resin fragment or thelike containing the liquid composition of the present invention underthe skin of the mammals and avians.

The administration dose of the liquid composition of the presentinvention for mammals and avians varies depending on the administrationmethods, the administration purposes, and the disease conditions, but itis usually at a ratio of 0.01 mg to 100 g, preferably 0.1 mg to 10 g per1 kg of the body weight of mammals and avians.

EXAMPLES

Next, the present invention will be described in detail with referenceto Examples and Comparative Examples, but the present invention is notto be limited to the following Examples in any case.

Examples 1 to 12, and Comparative Examples 1 to 12

The liquid compositions of Examples 1 to 12, and Comparative Examples 1to 12 were prepared in a method represented by the following method B.In Examples 1 to 12 and Comparative Examples 1, 2, 4 to 12, a liquidcomposition in which each of the components was uniformly dissolved wasobtained. However, in a case of the liquid composition of ComparativeExample 3, a heterogeneous mixture in which the component (a) was notcompletely dissolved was obtained.

Method A: As shown in FIG. 1, by sequentially adding predeterminedamounts of the component (c), the component (b), the component (f), thecomponent (e), and (d) water to the component (a), and mixing them, aliquid composition was prepared.

Method B: As shown in FIG. 2, by sequentially adding predeterminedamounts of the component (c), the component (b), and the component (f),to the component (a), and mixing them, and then adding an aqueoussolution obtained by dissolving a dye as the component (e) in distilledwater to the mixture, and mixing them, a liquid composition wasprepared.

In the preparations of the liquid compositions of Examples 1 to 12, andComparative Examples 1 to 12, the kinds and amounts (parts by weight) ofthe component (a) through the component (f) to be used, and preparationmethods thereof are summarized in Table 1.

TABLE 1 Other Component Component Component Component Componentcomponents (a) (parts by (b) (parts by (c) (parts by (d) (parts by (e)(parts by (parts by Preparation weight) weight) weight) weight) weight)weight) method Example 1 a-1 b-1 c-1 Water e-1 f-1 B (32.26) (57.66)(8.64) (0.49) (0.01) (0.94) Example 2 a-2 b-1 c-1 Water e-1 f-1 B(32.26) (57.66) (8.64) (0.49) (0.01) (0.94) Example 3 a-2 b-1 c-1 Watere-2 f-1 B (30.00) (52.01) (7.00) (10.00) (0.05) (0.94) Example 4 a-2 b-1c-1 Water e-2 f-1 B (40.00) (42.01) (7.00) (10.00) (0.05) (0.94) Example5 a-2 b-1 c-1 Water e-2 f-1 B (50.00) (32.01) (7.00) (10.00) (0.05)(0.94) Example 6 a-2 b-1 c-1 Water e-2 f-1 B (60.00) (22.01) (7.00)(10.00) (0.05) (0.94) Example 7 a-2 b-1 c-1 Water e-2 f-1 B (70.00)(12.01) (7.00) (10.00) (0.05) (0.94) Example 8 a-2 b-1 c-1 Water e-2 f-1B (30.00) (42.01) (7.00) (20.00) (0.05) (0.94) Example 9 a-2 b-1 c-1Water e-2 f-1 B (40.00) (32.01) (7.00) (20.00) (0.05) (0.94) Example 10a-2 b-1 c-1 Water e-2 f-1 B (50.00) (22.01) (7.00) (20.00) (0.05) (0.94)Example 11 a-2 b-1 c-1 Water e-2 f-1 B (30.00) (32.01) (7.00) (30.00)(0.05) (0.94) Example 12 a-2 b-1 c-1 Water e-2 f-1 B (21.00) (39.51)(8.50) (30.00) (0.05) (0.94) Comparative — b-1 c-1 Water e-1 f-1 (0.94)B Example 1 (57.66) (8.64) (0.49) (0.01) NMP (32.26) Comparative a-2 b-1c-1 Water e-2 f-1 B Example 2 (80.00) (2.01) (7.00) (10.00) (0.05)(0.94) Comparative — b-1 c-1 Water e-2 f-1 B Example 3 (82.01) (7.00)(10.00) (0.05) (0.94) Comparative a-2 b-1 c-1 Water e-2 f-1 B Example 4(10.00) (67.01) (7.00) (40.00) (0.05) (0.94) Comparative a-2 b-1 c-1Water e-2 f-1 B Example 5 (20.00) (52.01) (7.00) (20.00) (0.05) (0.94)Comparative a-2 b-1 c-1 Water e-2 f-1 B Example 6 (20.00) (42.01) (7.00)(30.00) (0.05) (0.94) Comparative a-2 b-1 c-1 Water e-2 f-1 B Example 7(20.00) (32.01) (7.00) (40.00) (0.05) (0.94) Comparative a-2 b-1 c-1Water e-2 f-1 B Example 8 (30.00) (22.01) (7.00) (40.00) (0.05) (0.94)Comparative a-2 b-1 c-1 Water e-2 f-1 B Example 9 (20.00) (22.01) (7.00)(50.00) (0.05) (0.94) Comparative a-2 b-1 c-1 Water e-2 f-1 B Example 10(20.00) (62.01) (7.00) (10.00) (0.05) (0.94) Comparative a-2 b-1 c-1Water e-2 f-1 B Example 11 (60.00) (12.01) (7.00) (20.00) (0.05) (0.94)Comparative a-2 b-1 c-1 Water e-2 f-1 B Example 12 (40.00) (22.01)(7.00) (30.00) (0.05) (0.94)

In Table 1, as the component (a) through the component (e), thefollowing ones were used.

(a) Solvent having no nitrogen atom and having a carbonyl or sulfonylgroup in the molecule:

a-1: γ-Butyrolactone,

a-2: Propylene carbonate;

(b) At least one component selected from the group consisting of anon-cyclic alcohol, an alkylene glycol, a polyalkylene glycol, a triol,a glycol monoacetate and a glycol monoalkyl ether:

b-1: Dipropylene glycol;

(c) Physiologically active ingredient:

c-1: Acetamiprid (manufactured by Nippon Soda Co., Ltd.);

(d) Water:

Distilled water;

(e) Dye:

e-1: Mixed colorant obtained by mixing 78% of Food Yellow No. 4, 2% ofFood Blue No. 1, and 20% of Food Red No. 40,

e-2: Food Blue No. 1;

(f) Other components:

f-1: Pluronic PE6400 (manufactured by BASF)

NMP: N-Methyl-2-pyrrolidone

Experimental Example 1 Test on Stability Against Light and Heat

The liquid compositions of Example 2 and Comparative Example 1 were putinto a mono-layered polyethylene bottle having high light transmittancestate, and kept in a dark room at room temperature, and a dark room at ahigh temperature of 54° C. for 2 weeks. On the other hand, the liquidcompositions of Example 2 and Comparative Example 1 were put into amono-layered bottle having high light transmission, made ofpolyethylene, and exposed to solar light. After 12 days or 2 weeks ofsolar light exposure, the color of the liquid preparation was evaluatedin accordance with a Munsell color system by visual examination. Theevaluation results are shown in Table 2.

TABLE 2 Comparative Example 2 Example 1 Acetamiprid 8.64 8.64 Propylenecarbonate 32.26 N-Methyl-2-pyrrolidone 32.26 Dipropylene glycol 57.6657.66 PLURONIC L64 (PO-EO block polymers) 0.94 0.94 Blue No. 1 0.00020.0002 Yellow No. 4 0.0078 0.0078 Red No. 40 0.0020 0.0020 Distilledwater 0.49 0.49 Total 100 100 Color of preparation (as Immediately after2.5YR 5/12 2.5YR 5/12 observed with visual preparation examination) In adark place 2.5YR 5/12 2.5YR 5/12 (JIS Standard color for 2 weeks system)In a dark place at 2.5YR 6/14 10Y 7/10 54° C. for 2 weeks In a brightplace 2.5YR 6/14 7.5Y 8/12 for 12 days

As shown in Table 2, the liquid composition of Example 2 was remarkablyexcellent in heat stability (in a case where it was kept in a dark roomat 54° C. for 2 weeks) and light stability (in a case where it wasexposed to light for 12 days), as compared with the liquid compositionof Comparative Example 1 in which 32.26 parts by weight ofN-methylpyrrolidone was used instead of 32.26 parts by weight ofpropylene carbonate.

Experimental Example 2 Test on Stability of the Formulation (CoolingTest)

After cooling the liquid compositions of Examples 3 to 12 andComparative Examples 2 to 12 at −5° C., the presence or absence ofseparation and precipitation of the active ingredient was observed. Acase where phase separation did not occur was evaluated as ◯, and a casewhere phase separation occurred was evaluated as x. In addition, after asmall amount of a piece of active ingredient crystal was added, thepresence or absence of the crystal growth of the active ingredient wasinvestigated. As a result of visual examination, a case where crystalgrowth was absent was considered as ⊚; a case where little crystalgrowth was perceived, but the solution became a uniform solution againwhen the temperature was returned to room temperature was considered as◯, a case where crystal growth was perceived, but the solution became asubstantially uniform solution when the temperature was returned to roomtemperature was considered as Δ; and a case where crystal growth wasperceived, and the solution did not become a uniform solution even whenthe temperature was returned to room temperature was considered as x.The evaluation results are shown in Table 3.

TABLE 3 Cooling test At 24 hours after addition of a At −5° C. for 3days piece of active ingredient crystal Example 3 ◯ ⊚ Example 4 ◯ ⊚Example 5 ◯ ⊚ Example 6 ◯ ⊚ Example 7 ◯ ⊚ Example 8 ◯ ◯ Example 9 ◯ ⊚Example 10 ◯ ⊚ Example 11 ◯ ◯ Example 12 ◯ ◯ Comparative X ⊚ Example 2Comparative Not dissolved Stopped Example 3 Comparative ◯ Δ Example 4Comparative ◯ Δ Example 5 Comparative ◯ Δ Example 6 Comparative ◯ XExample 7 Comparative X Δ Example 8 Comparative X X Example 9Comparative ◯ Δ Example 10 Comparative X ◯ Example 11 Comparative X ◯Example 12

As shown in Table 3, the liquid compositions of Examples 3 to 7, 9, and10 had no phase separation even when they were cooled to −5° C., and hadno crystal growth of an active ingredient if a piece of activeingredient crystal was added.

The liquid compositions of Examples 8, 11, and 12 had no phaseseparation even when they were cooled to −5° C., and had little crystalgrowth perceived if a piece of active ingredient crystal was added, butthey became uniform solutions by returning the temperature to roomtemperature.

The liquid compositions of Comparative Examples 4 to 7, and 10 had nophase separation when they were cooled to −5° C., but had crystal growthperceived if a piece of active ingredient crystal was added. The liquidcompositions of Comparative Examples 7 and 9 did not become uniformsolutions even by returning the temperature to room temperature.

The liquid compositions of Comparative Examples 2, 8, 9, 11, and 12 hadphase separation, when they were cooled to −5° C.

Experimental Example 3 Test of Dye Dissolution Comparative Experiment 1

By Method A, we tried to prepare a liquid composition having the sameconstitution as for the liquid composition prepared in Example 1. Thatis, a non-uniform solution was obtained by adding 0.94 parts by weightof Pluronic PE6400 (manufactured by BASF), 8.64 parts by weight ofacetamiprid, 0.0078 parts by weight of Food Yellow No. 4, 0.0002 partsby weight of Food Blue No. 1, and 0.002 parts by weight of Food Red No.40 to 32.26 parts by weight of γ-butyrolactone and 57.66 parts ofdipropylene glycol. In order to dissolve the insoluble dye, 0.49 partsby weight of distilled water was added thereto, and mixed by means of aThree-One Motor, but the uniformity was not improved, and thenon-uniform solution remained as it was.

The dissolution state and colors of the dye in the liquid compositionobtained in Example 1, and the liquid composition obtained inComparative Experiment 1 were observed by visual examination. Theresults are shown in Table 4.

TABLE 4 Comparative Example 1 Experiment 1 (a) γ-Butyrolactone 32.2632.26 (b) Dipropylene glycol 57.66 57.66 (c) Acetamiprid 8.64 8.64 (d)Distilled water 0.49 0.49 (e) Dye Food Yellow No. 4 0.0078 0.0078 FoodBlue No. 1 0.0002 0.0002 Food Red No. No. 40 0.0020 0.0020 Color offormulation (as observed with Brown Red-violet visual examination)Solubility of colorant Uniform Not dissolved Dissolution

As shown in Table 4, it was found that even for the liquid compositionshaving the same formulation, if the component (c), the component (b),the component (f), and the component (e) were sequentially added to thecomponent (a), a non-uniform liquid composition was obtained, while ifan aqueous solution obtained by preliminarily dissolving the component(e) in distilled water was added to a mixed solution of the component(a), the component (c), the component (b), and the component (f), andmixed, a uniform liquid composition was obtained.

Experimental Example 4 Test on Efficacy Using a Dog Against Fleas (1)Preparation of Liquid Composition Example 13

By adding 0.94 parts by weight of a surfactant (Pluronic PE6400,manufactured by BASF), and 0.49 parts by weight of water to a solutionobtained by dissolving 8.64 parts by weight of acetamiprid to a mixedsolvent of 32.26 parts of γ-butyrolactone and 57.66 parts by weight ofdipropylene glycol, and mixing and dissolving them by means of aThree-One Motor, a uniform solution (liquid composition) was obtained.

Comparative Example 13

By adding 1.03 parts by weight of a surfactant (Pluronic PE6400,manufactured by BASF), and 0.54 parts by weight of water to a mixedsolvent of 35.31 parts by weight of γ-butyrolactone and 63.12 parts byweight of dipropylene glycol, and mixing and dissolving them by means ofa Three-One Motor, a uniform solution (liquid composition) was obtained.

(2) Test on Efficacy

Predetermined liquid preparations were spot-on administered to six dogshaving various body weights, and a day before the test days (2, 9, 16,23, and 30 days after administration), predetermined numbers of fleas(Ctenocephalidis felis) were innoculated to the six dogs.

After a predetermined number of days had passed after administration(treatment), the numbers of parasitic fleas on the dogs wereinvestigated, and the mortality rates were determined on the basis ofthe following equation.

Mortality rate (%)={(X−Y)/X}×100

wherein X represents the numbers of parasitic fleas on the dogs that hadbeen treated with the liquid composition of Comparative Example 13, andY represents the numbers of parasitic fleas on the dogs that had beentreated with the liquid composition of Example 13. The results are shownin Table 5.

TABLE 5 Days Amount for after treatment (days) Sample treatment 2 9Example 13 1 mL Average value of 3.2 0.7 the numbers of the remainingfleas (heads) Mortality rate 93 99 (%) 2 mL Average value of 2.7 1 thenumbers of the remaining fleas (heads) Mortality rate 94 98 (%) 3 mLAverage value of 0 0 the numbers of the remaining fleas (heads)Mortality rate 100 100 (%) Comparative 3 mL Average value of 44.5 60.7Example 13 the numbers of the remaining fleas (heads)

From Table 5, it was found that the ectoparasite-controlling liquidcomposition of Example 13 has an excellent flea-controlling effect.

INDUSTRIAL APPLICABILITY

The liquid composition of the present invention provides excellent dyestability against light and/or heat.

A uniform color development of the dye can be accomplished over a longperiod of time by dissolving a dye that is easily decomposable by lightor heat in the liquid composition of the present invention.

According to the production process of the present invention, a liquidcomposition having a dye uniformly dissolved therein can be obtained bypreliminarily dissolving the dye in some water, even with the use of dyehaving a low solubility in an organic solvent.

According to the present invention, an ectoparasite-controlling liquidcomposition, which is highly safe for humans and animals, and hasneither phase separation of the liquid nor precipitation of effectivecomponents, can be obtained with the use of a solvent givingsubstantially no skin irritation.

1-15. (canceled)
 16. A liquid composition comprising the followingcomponents (a), (d) and (e): (a) propylene carbonate; (d) water, and (e)a dye.
 17. The liquid composition according to claim 16, furthercomprising a component (c) a physiologically active ingredient.
 18. Theliquid composition according to claim 16, further comprising a component(b) at least one component selected from the group consisting of anon-cyclic alcohol, an alkylene glycol, a polyalkylene glycol, a triol,a glycol monoacetate and a glycol monoalkyl ether.
 19. The liquidcomposition according to claim 17, wherein the component (c) isacetamiprid.
 20. The liquid composition according to claim 18, whereinthe component (b) is dipropylene glycol.